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ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES
http://hdl.handle.net/10091/13267
http://hdl.handle.net/10091/13267770f4857-e421-4b29-b5f1-8cdd4c497b55
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
ACR_Azomethine_Imine-6-7-10-revised.pdf (792.4 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
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| 公開日 | 2011-10-12 | |||||
| タイトル | ||||||
| タイトル | ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| DOI | ||||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | https://doi.org/10.3987/COM-10-11967 | |||||
| 関連名称 | 10.3987/COM-10-11967 | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | journal article | |||||
| 著者 |
Suga, Hiroyuki
× Suga, Hiroyuki× Arikawa, Tadashi× Itoh, Kennosuke× Okumura, Yukihisa× Kakehi, Akikazu× Shiro, Motoo |
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| 信州大学研究者総覧へのリンク | ||||||
| 表示名 | Suga, Hiroyuki | |||||
| URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.HmShyVfp.html | |||||
| 信州大学研究者総覧へのリンク | ||||||
| 表示名 | Okumura, Yukihisa | |||||
| URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.gNDVgpAF.html | |||||
| 出版者 | ||||||
| 出版者 | The Japan Institute of Heterocyclic Chemistry | |||||
| 引用 | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | HETEROCYCLES. 81(7):1669-1688 (2010) | |||||
| 書誌情報 |
HETEROCYCLES 巻 81, 号 7, p. 1669-1688, 発行日 2010-07-01 |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | 1,3-Dipolar cycloadditions between acrolein and various N,N'-cyclic azomethine imines in the presence of L-proline and its derivatives as organocatalysts were investigated. Reactions that were catalyzed by (S)-indline-2-carboxylic acid (30 mol%) in CHCl3/MeOH 97:3 (v/v) showed high exo-selectivities (exolendo 91:9 similar to 99:1) and enantioselectivities (75 similar to 98% ee). In contrast, reactions catalyzed by L-proline (30 mol%) under similar conditions favored the endo-cycloadduct (83:27 similar to 99:1) with modest to good enantioselectivities (31 similar to 83% ee). Based on our studies, the diastereoselective mechanism of the L-proline-catalyzed reaction was found to involve the isomerization of the exo- to the endo-cycloadduct in the presence of L-proline. | |||||
| 資源タイプ（コンテンツの種類） | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | Article | |||||
| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 0385-5414 | |||||
| 書誌レコードID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AA00663739 | |||||
| 他の資源との関係：URI | ||||||
| 識別子タイプ | URI | |||||
| 関連識別子 | http://www.heterocycles.jp/ | |||||
| 関連名称 | http://www.heterocycles.jp/ | |||||
| 権利 | ||||||
| 権利情報 | Copyright© 2010 The Japan Institute of Heterocyclic Chemistry | |||||
| 出版タイプ | ||||||
| 出版タイプ | AM | |||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
| WoS | ||||||
| 表示名 | Web of Science | |||||
| URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000281076100007 | |||||
